Over the years, the single most important thing to me has been the interface, not the format, let alone lossy vs lossless vs high res.

And I say that as a person who (still) enjoys the "rigamarole" of playing records, often more than I do tapping or keying software to play music.

But yeah within any platform I will vigorously fight for the best implementation of it, so high res is "most important" to me for digital platforms, assuming competent production values.

(It's not about choosing gear over music. It's about advocacy for finest potential enjoyment.)

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My understanding is that 2016 was a watershed year for digital interface, as Roon matured onto more hardware and finally, comes embedded in hardware (ELAC.) That said, relying on a tablet or desktop computer to access that makes me nervous, as compared to say dedicated hardware (Sooloos remains the example?, i.e. having one entity control "the whole widget" for continuity).

I never worry about having a seemingly innocuous update bork my turntable or amp, let along my LPs. I value appliance-like predictability, and we remain eons away from it with digital music reproduction.

Depending upon the source, I get just as much enjoyment from CD rips, PCM hi-res, DSD, whatever -- if the music fires my imagination, it's all good, regardless of the hardware involved. Of course, great hardware helps, but the music is much more important!!

I've got to have music that engages me before anything else matters. Bad or boring music on a "perfect" rig - who cares? Great music on a fair system - I may wish for better, but I'll still probably enjoy it.
Speakers come next for me. The better (a loaded word, I know) they are, the more the music carries me away.
All that said, I've gotten into Tidal/Roon over the last year and thoroughly enjoy the almost unlimited selection, so improving the elements of the digital chain is what I've been focused on recently. It's all pretty new to me still, so each improvement is a wondrous thing.
I collect and switch out amps and preamps continually because I love comparing hardware setups, always looking for that unexpected combination of pieces that just sounds great. I love the process but rarely get too attached to a particular amplifier setup, although I do have a handful of go-to pieces I hope to be buried with.
Music - speakers - format/access - other hardware: I suppose that's the order of importance for me.

You have to start out with a good recording as folks have said above. Next have a good system or at least a system you like. I would say for me all things being equal hi-rez recordings, and my experiences are very limited thus far, is better sounding. But I don't miss it at all when I'm listening to good music at 16/44 on my system. And I'm not running out buying hi-rez recordings either.